Direct flights from Milwaukee to Chicago
15 nonstop flights a week on 1 airline. Zero layovers — one hop from MKE to MDW.
Flight time: about 27m nonstop
Which days does it fly?
When does it fly?
Departure times in Milwaukee local time, from flights observed over the last 7 days.
| Flight | Departs | Duration | Days |
|---|---|---|---|
| Southwest SWA1088 | 5:49a | 28m | Sun |
| Southwest SWA564 | 5:51a | 28m | Thu–Sat |
| Southwest SWA564 | 6:00a | 29m | Mon |
| Southwest SWA4159 | 6:49a | 19m | Tue |
| Southwest SWA4159 | 7:13a | 32m | Wed |
| Southwest SWA3641 | 1:31p | 27m | Sat |
| Southwest SWA220 | 3:40p | 27m | Tue |
| Southwest SWA2886 | 3:50p | 27m | Wed |
| Southwest SWA4159 | 4:24p | 27m | Fri |
| Southwest SWA4159 | 4:27p | 27m | Thu |
| Southwest SWA450 | 4:33p | 27m | Sun |
| Southwest SWA4159 | 5:26p | 32m | Mon |
| Southwest SWA8633 | 10:02p | 32m | Sat |
SouthwestThe route
One hop: MKE → MDWDrag to pan · scroll with ⌘/Ctrl to zoom · arrow keys when focused
Nonstop from Milwaukee (MKE) to Chicago (MDW)
General Mitchell International Airport (MKE) has 15 nonstop flights a week to Chicago (MDW), operated by Southwest. No layovers, no connections — one hop out of MKE and you're there.
This route flies every day of the week, so any travel day works. Route data updated September 2026 from observed departures.
Route data updated September 2026 from observed flight departures. Schedules change — always confirm with the airline before booking.
How long is the flight from Milwaukee to Chicago?
The nonstop flight from Milwaukee (MKE) to Chicago (MDW) takes about 27m in the air, based on recently observed nonstop departures.
How long does it take to drive from Milwaukee to Chicago?
Driving from Milwaukee to Chicago takes about 1h 32m — roughly 92 miles — so the car is a real alternative on this route. The nonstop flight takes about 27m.